Bro-Cation in the Chicago Southland

Welcome to the Chicago Southland, gentlemen! Our region is home to 14 craft breweries, luscious golf courses and plenty of dude-approved attractions. Whether you’re staying for a week or only a day, your entire crew will feel at home here in the Chicago Southland.  

Day 1

Begin your Chicago Southland visit with lunch at At the Office Sports Bar & Grill in Crestwood. This casual sports bar has great food and a fun atmosphere! Try one of their delicious burgers. Enjoy lunch on their outdoor patio or watch your favorite sport in the dining room.

Get ready for the signature activity at The Forge in Lemont! Climb, zip, rappel, soar, and more. There is an activity for all abilities and adrenaline levels. You decide where to start and what to do while you play. Our Adventure Guides will ensure you are trained, suited up with gear, and ready to go.

Finish up your first day in the Chicago Southland with some great beer and food at Trails Edge Brewing Co. Trails Edge Brewing beckons with its cozy atmosphere and a diverse lineup of handcrafted brews that capture the essence of the Midwest. Whether you're a beer aficionado seeking bold flavors or simply looking to unwind in a welcoming setting, Trails Edge promises a memorable experience with every sip.

Day 2

Kick off the day with a hearty meal from Chuck’s Southern Comforts Cafe in Burbank. Breakfast is available until 11:30 AM. Fill up on pancakes or an omelet. If you’d prefer some of Chuck’s famous BBQ, wait until lunchtime and chow down on ribs, pulled pork, grilled chicken or more of the delectable dining options.

Next, it’s off to SeatGeek Stadium in Bridgeview to cheer on Chicago’s newest professional team, the Chicago Hounds. The Chicago Hounds are a professional rugby team competing in Major League Rugby (MLR), North America’s professional rugby competition. Stop by the concession stands for snacks and don’t forget to buy your Chicago Hounds merch!

After watching the pros play, go to Dave & Buster’s in Orland Park to play some games yourself. Dave & Buster’s has hundreds of games to enjoy, like Candy Crush Saga, Star Wars Battle Pod and Pac-Man Battle Royale. The Orland Park location even has billiards; challenge your friends to a game of 8-ball!

Time for dinner! Hooters in Orland Park is the perfect way to spend your second night in the Chicago Southland. Enjoy their classic chicken wings or any of the delicious sandwiches, seafood or salads, all served by the famous Hooters Girls. This location has a full bar, plus daily specials every Monday and Wednesday.

The night isn’t over yet! Make your way over to One Allegiance Brewing in Chicago Ridge. Savor finely crafted beers that blend creativity with tradition, promising a taste adventure that celebrates local flavors and community spirit. Step into their inviting taproom and discover a dynamic lineup of brews that embody craftsmanship and innovation, making it a must-visit destination for beer enthusiasts and casual drinkers alike.

Day 3

No guys’ getaway would be complete without a trip to one of the Chicago Southland’s beautiful golf courses. End your visit to the Chicago Southland with a stop at Ravisloe Country Club in Homewood. Ravisloe is the only public Donald Ross course in Illinois. It has been recognized by multiple local and national publications, including Golf Magazine and Golf Advisor.

After 18 holes of golf, settle in for a meal at Ravisloe’s on-site restaurant, Rossy’s Roost. Dine outside on the patio that overlooks the beautiful golf course!

Map out your complete adventure! Click here to visit our free, interactive app, where you can see this road trip mapped out, plus create your own custom itineraries, check out upcoming events and read more about local attractions or amenities, and so much more! Don't forget to book your hotel! Click here to visit our Chicago Southland accommodations page.